Stadium: Gayfield Park Round: 24
Referee: Steven Reid Home Manager: Dick Campbell Away Manager: Allan Johnston
| Scotland Championship | 2019/08/03 14:00 | Arbroath v Queen of South | D | 0-0 |
| Scotland Championship | 2019/10/26 14:00 | Partick v Arbroath | W | 1-3 |
| Scotland Championship | 2019/10/19 14:00 | Arbroath v Morton | W | 1-0 |
| Scotland League Challenge Cup | 2019/10/12 14:00 | Arbroath v Clyde | L | 0-2 |
| Scotland Championship | 2019/10/05 14:00 | Dundee v Arbroath | L | 2-0 |
| Scotland Championship | 2019/09/28 14:00 | Arbroath v Ayr | L | 0-3 |
| Scotland Championship | 2019/09/21 14:00 | Dundee Utd v Arbroath | L | 2-1 |
| Scotland Championship | 2019/09/13 18:05 | Arbroath v Partick | D | 1-1 |
| Scotland League Challenge Cup | 2019/09/07 14:00 | Dundee Utd v Arbroath | W | 3-4 |
| Scotland Championship | 2019/10/26 14:00 | Alloa v Queen of South | D | 2-2 |
| Scotland Championship | 2019/10/19 14:00 | Queen of South v Dundee Utd | W | 4-0 |
| Scotland Championship | 2019/10/05 14:00 | Partick v Queen of South | W | 0-1 |
| Scotland Championship | 2019/09/27 18:05 | Queen of South v Dundee | D | 1-1 |
| Scotland Championship | 2019/09/21 14:00 | Inverness CT v Queen of South | L | 2-0 |
| Scotland Championship | 2019/09/14 14:00 | Queen of South v Morton | W | 1-0 |
| Scotland League Challenge Cup | 2019/09/07 14:00 | Clyde v Queen of South | L | 3-2 |
| Scotland Championship | 2019/08/31 14:00 | Queen of South v Alloa | L | 0-1 |